1-(4-Cyanophenyl)-3-(6-methoxybenzothiazol-2-yl)urea

ID: ALA2235005

PubChem CID: 11324784

Max Phase: Preclinical

Molecular Formula: C16H12N4O2S

Molecular Weight: 324.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(NC(=O)Nc3ccc(C#N)cc3)sc2c1

Standard InChI:  InChI=1S/C16H12N4O2S/c1-22-12-6-7-13-14(8-12)23-16(19-13)20-15(21)18-11-4-2-10(9-17)3-5-11/h2-8H,1H3,(H2,18,19,20,21)

Standard InChI Key:  YXNFNJDPRQHECY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.7724  -11.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7712  -12.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4793  -12.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4775  -11.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9670  -11.3651    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.1861  -11.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1887  -12.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9761  -12.7004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4550  -12.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2722  -12.0243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6770  -11.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4942  -11.3069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2646  -10.6068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9065  -12.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4978  -12.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9096  -13.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7275  -13.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1321  -12.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7183  -12.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0657  -11.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0658  -10.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1427  -14.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5565  -14.8263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  6  4  2  0
  4  1  1  0
  6  7  1  0
  5  6  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  1 20  1  0
 20 21  1  0
 22 23  3  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235005

   1-(4-Cyanophenyl)-3-(6-methoxy-1,3-benzothiazol-2-yl)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 324.37

Molecular Weight (Monoisotopic): 324.0681

AlogP: 3.82

#Rotatable Bonds: 3

Polar Surface Area: 87.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -2.52

References

1. Caputo R, Calabro ML, Micale N, Schimmer AD, Ali M, Zappala M, Grasso S.  (2012)  Synthesis of benzothiazole derivatives and their biological evaluation as anticancer agents,  21  (9): [10.1007/s00044-011-9789-8]

Source

Source(1):

• Scientific Literature